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15222

Supelco

N,O-Bis(trimethylsilyl)trifluoroacetamide

for GC derivatization, LiChropur, ≥99.0%

Synonym(s):
BSTFA
Linear Formula:
CF3C[=NSi(CH3)3]OSi(CH3)3
CAS Number:
Molecular Weight:
257.40
Beilstein:
2050024
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

for GC derivatization

assay

≥99.0% (GC)
≥99.0%

form

liquid

quality

LiChropur

reaction suitability

reagent type: derivatization reagent
reaction type: Silylations

technique(s)

gas chromatography (GC): suitable

refractive index

n20/D 1.384 (lit.)
n20/D 1.384

bp

45-50 °C/14 mmHg (lit.)

density

0.969 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)O\C(=N\[Si](C)(C)C)C(F)(F)F

InChI

1S/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3/b12-7+

InChI key

XCOBLONWWXQEBS-KPKJPENVSA-N

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General description

N,O-Bis(trimethylsilyl)trifluoroacetamide (BSTFA) is an excellent silylation reagent. For some sterically hindered primary or secondary nitro compounds, N,O-bis(trimethylsilyl)acetamide and BSTFA achieve better results than normal silylation conditions. BSTFA finds application in derivatizing amines. It is suitable for silyaltion of carboxylic acids, phenols, ureas, amides and alcohols.

Application

BSTFA + 1% TMCS (trimethylsilyl) in ethyl acetate, acetonitrile and dichloromethane solvents may be used for silylation of steroid hormone 17a-ethinylestradiol (EE2) using gas chromatography-mass spectrometry (GC-MS). It may also be used for silylation of endogenous 2-monoglyceride, present in canine gut that binds to cannabinoid receptors.
Learn more in the Product Information

Packaging

1, 10×1, 5, 25 mL in glass bottle

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

93.2 °F

Flash Point(C)

34 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Greene's Protective Groups in Organic Synthesis.
Science (2014)
R Mechoulam et al.
Biochemical pharmacology, 50(1), 83-90 (1995-06-29)
In this study, we report the isolation from canine intestines of 2-arachidonyl glycerol (2-Ara-Gl). Its structure was determined by mass spectrometry and by direct comparison with a synthetic sample. 2-Ara-Gl bound to membranes from cells transiently transfected with expression plasmids
Modern Methods of Pharmaceutical Analysis.
Schirmer RE.
Science, 2, 215-216 (1990)
Houben-Weyl Methods of Molecular Transformations.
Aggarwal VK
Science of Synthesis Knowledge Updates, 27, 593-594 (2014)
Hidenori Matsukami et al.
The Science of the total environment, 493, 672-681 (2014-07-06)
Chlorinated and non-halogenated organophosphorus flame retardants (OPFRs) including tris(2-chloroisopropyl) phosphate (TCIPP), diethylene glycol bis(di(2-chloroisopropyl) phosphate) (DEG-BDCIPP), triphenyl phosphate (TPHP), and bisphenol A bis(diphenyl phosphate) (BPA-BDPP) have been used increasingly as alternatives to polybrominated diphenyl ethers and other brominated flame retardants.

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